(±)-Involucrasin D, a pair of enantiomeric bisflavonoid from the roots of Shuteria involucrata and its anti-inflammatory activity

An undescribed bisflavonoid, named involucrasin D ( ), along with two known flavonoids, 2(S)7,3',5'-trihydroxydihydroflavone ( ) and sigmone ( ) were isolated from the roots of . A further chiral separation of to yielded a pair of enantiomers (+)- and (-)- . The structures were elucidated...

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Published inNatural product research pp. 1 - 9
Main Authors Zhou, Xiaoying, Jin, Qiong, Zhang, Bingruo, Wei, Lisha, Bao, Lue, Jiang, Xiaoyun, Duan, Rong, Liu, Lu, Yang, Zhuya
Format Journal Article
LanguageEnglish
Published England 08.04.2024
Subjects
involucrasin D
enantiomeric bisflavonoid
Shuteria involucrata
anti-inflammatory activity
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Abstract An undescribed bisflavonoid, named involucrasin D ( ), along with two known flavonoids, 2(S)7,3',5'-trihydroxydihydroflavone ( ) and sigmone ( ) were isolated from the roots of . A further chiral separation of to yielded a pair of enantiomers (+)- and (-)- . The structures were elucidated based on spectroscopic analyses and electron circular dichroism (ECD) calculations. Among them, bisflavonoid and its enantiomers displayed remarkable anti-inflammatory effects by inhibiting the production of TNF- and IL-6 in a dose-dependent manner.
AbstractList An undescribed bisflavonoid, named involucrasin D (1), along with two known flavonoids, 2(S)7,3',5'-trihydroxydihydroflavone (2) and sigmone (3) were isolated from the roots of Shuteria involucrata. A further chiral separation of 1 to yielded a pair of enantiomers (+)-1 and (-)-1. The structures were elucidated based on spectroscopic analyses and electron circular dichroism (ECD) calculations. Among them, bisflavonoid 1 and its enantiomers displayed remarkable anti-inflammatory effects by inhibiting the production of TNF-α and IL-6 in a dose-dependent manner.
An undescribed bisflavonoid, named involucrasin D ( ), along with two known flavonoids, 2(S)7,3',5'-trihydroxydihydroflavone ( ) and sigmone ( ) were isolated from the roots of . A further chiral separation of to yielded a pair of enantiomers (+)- and (-)- . The structures were elucidated based on spectroscopic analyses and electron circular dichroism (ECD) calculations. Among them, bisflavonoid and its enantiomers displayed remarkable anti-inflammatory effects by inhibiting the production of TNF- and IL-6 in a dose-dependent manner.
Author Yang, Zhuya
Jiang, Xiaoyun
Bao, Lue
Jin, Qiong
Zhou, Xiaoying
Wei, Lisha
Liu, Lu
Zhang, Bingruo
Duan, Rong
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Cites_doi 10.1080/14786419.2015.1012718
10.1080/14786419.2020.1806273
10.1002/cbdv.202200188
10.1080/14786419.2017.1374272
10.1016/0031-9422(92)83481-D
10.1080/10286020.2021.1952187
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Keywords involucrasin D
enantiomeric bisflavonoid
Shuteria involucrata
anti-inflammatory activity
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Title (±)-Involucrasin D, a pair of enantiomeric bisflavonoid from the roots of Shuteria involucrata and its anti-inflammatory activity
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